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Berkshire County MA Homes under $400,000

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  • /34

    $390,000

    • 5 Beds
    • 2.5 Baths
    • 3,030 Sq Ft

    145 Bartlett Ave, Pittsfield, MA 01201

    Welcome to this stunning Colonial home, perfectly situated near the vibrant heart of downtown Pittsfield. With 5 spacious bedrooms and 3 bathrooms, this 3030 square foot detached home offers ample space for both relaxation and entertaining. The hardwood flooring throughout the house adds a touch of elegance and warmth. Enjoy hosting gatherings on the large deck, or take a short stroll to the

    Jarrett Hernandez 360BERKSHIRE REALTY GROUP

    145 Bartlett Ave, Pittsfield, MA 01201
  • /31

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,982 Sq Ft

    1025 Simonds Rd, Williamstown, MA 01267

    Located just outside of the downtown area of the Village Beautiful. This remodeled New England Farmhouse on almost a quarter of an acre lot has been completely remodeled from the studs out! NEW heating, electrical, plumbing, roof, insulation, sheetrock, siding, windows, doors, fencing landscaping and just a short drive from Bennington, VT. Long term rental history!

    Sean Taylor MORESI REAL ESTATE PARTNERS

    1025 Simonds Rd, Williamstown, MA 01267
  • /41

    $355,000

    • 5 Beds
    • 3 Baths
    • 2,283 Sq Ft

    127 Carson Ave, Dalton, MA 01226

    OPEN HOUSE Sat 04/12/25 100pm-230pm. Step into Gilded Age Elegance with this timeless colonial in the village of Dalton MA. Where classic wood features are combined with modern curb appeal. Ideally located close to town center and directly across from a scenic town park. This grand 5-bedroom 3-full bath home offers rich hardwood floors throughout that are complemented by intricate coffered

    Cindy Carrigan LAMACCHIA REALTY, INC

    127 Carson Ave, Dalton, MA 01226
  • /46

    $389,000 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    659 Pecks Rd, Pittsfield, MA 01201

    Charming 3-Bedroom Cape Near the LakeWelcome to your perfect summer retreat! This lovely 3-bedroom Cape-style home is nestled just a short stroll from the lake, offering the ideal blend of comfort, charm, and convenience. Step inside to find a cozy, light-filled interior with classic Cape character and modern updates throughout.Outside, a beautiful stone patio invites you to relax and unwind.

    Michele Purcell LAMACCHIA REALTY, INC

    659 Pecks Rd, Pittsfield, MA 01201
  • /41

    $359,500

    • 3 Beds
    • 1.5 Baths
    • 2,453 Sq Ft

    513 Church St, North Adams, MA 01247

    Renovated Colonial offering three bedrooms, 1.5 baths, home office, refinished hardwood floors, living room with fireplace, family room with built ins, formal dining room, kitchen with all new appliances , new countertops, and eat in breakfast nook. Freshly painted interior and exterior, enclosed entry, rear mud room with poured concrete patio, fenced yard, new driveway. Finished room in

    Michael Zeppieri Compass

    513 Church St, North Adams, MA 01247
  • /45

    $369,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    121 Calvin Rd, Hinsdale, MA 01235

    BE AT THE LAKE FOR THE SUMMER! Welcome to the Ashmere Lake community! Completely renovated with LAKE VIEWS, this 2-bedroom, 1-full bath, year-round home has everything you need for lake community living. All the work has been done for you - new blown-in insulation, windows, siding, furnace, water heater, converted to propane, flooring, electric, kitchen, bathroom, interior doors, appliances,

    Katie Soules WILLIAM RAVEIS REAL ESTATE

    121 Calvin Rd, Hinsdale, MA 01235
  • /56

    $389,900

    • 3 Beds
    • 2 Baths
    • 1,449 Sq Ft

    20 White Oaks Rd, Williamstown, MA 01267

    Tastefully renovated, lead compliant 3BR/2 bath home in quiet Williamstown neighborhood. First floor features two bedrooms, full bath, open kitchen/dining room and living room with working fireplace. Second floor is host to a full-floor primary suite w/ensuite bath. Enjoy relaxation on one of three porches or entertaining in your partially fenced yard with screened gazebo! And ... enjoy toasty

    Amy Wood STEEPLEVIEW REALTY - N. ADAMS

    20 White Oaks Rd, Williamstown, MA 01267
  • /33

    $359,000

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    110 Access Rd, Becket, MA 01223

    A Cabin In The Pines! A great weekend getaway or fulltime home. Screen porch, deck, three bedrooms, two full baths. Located within the 900 acre Becket Woods community whose amenities include a pond & beach, tennis & basketball courts, and an extensive trail system. Interior features include: the living room with cathedral ceiling, slider to the deck & recently updated pellet stove; an eat in

    Kim Bergland RED HORSE REAL ESTATE, LLC

    110 Access Rd, Becket, MA 01223
  • /13

    $360,000

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    1 Olson Rd, Florida, MA 01247

    Recent New Build- log home offering 2 bedrooms with bonus loft and 1 full bathroom near North Adams and all the Berkshire attractions yet steps from the Mohawk Trail giving you access to your outdoor playground with hiking, fishing, white water activities on the Deerfield River within 15 minute and downhill / X-Country skiing and snow shoeing for the winter months less than 20 minutes away.

    Jeffrey Loholdt WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1 Olson Rd, Florida, MA 01247
  • /17

    $399,000

    • 3 Beds
    • 1 Bath
    • 1,691 Sq Ft

    75 van Deusenville Rd, Great Barrington, MA 01230

    This sweet ranch has been in the same family for over 40 years and awaits the updates and personal touches of its next owners. Situated on a spacious & level 2.43 acre lot (ideal for gardening) this home is conveniently located on the outskirts of the village of Housatonic, just up the road from the Guthrie Center and few minutes drive to downtown Great Barrington. The home offers over 1,600 sq

    Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    75 van Deusenville Rd, Great Barrington, MA 01230
  • /31

    $399,000

    • 3 Beds
    • 2.5 Baths
    • 2,008 Sq Ft

    95 Main St, Sheffield, MA 01257

    Beautiful Colonial right in the Village Center with acircular driveway and ample parking. Enter to an open kitchen and dining area with exposed beams, gracious living room with walls of windows and a family room with bar, custom stone flooring and fireplace. Convenient access from the family room to the back patio for grilling and entertaining with an exterior fireplace! The 2nd level features

    Cortney Dupont COHEN & WHITE ASSOCIATES

    95 Main St, Sheffield, MA 01257
  • /24

    $349,900 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 1,552 Sq Ft

    15 Randall St, Adams, MA 01220

    Welcome to your beautifully maintained move-in ready 3-bedroom, 2-bath charming and spacious Colonial. A new roof provides peace of mind and lasting value, while the home includes a sun-filled eat-in kitchen with plenty of cabinetry and space to gather. The living room is warm and welcoming. Also on the first floor, there is a full bath and a room that can be used as a bedroom. Upstairs, you'll

    Cheryl Ryan BISHOP WEST REAL ESTATE

    15 Randall St, Adams, MA 01220
  • /33

    $349,900 Open Sat 10AM - 12PM

    • 3 Beds
    • 1 Bath
    • 1,575 Sq Ft

    4 Paula Ave, Pittsfield, MA 01201

    Adorable Southeast Ranch Located in a Desirable Neighborhood! This Charming 3-Bedroom, 1-Bath Home sits on a Sunny Corner Lot w/Southern Exposure. Features Include a 1-Car Garage & Close Proximity to Williams Elem. School. Enjoy Outdoor Living with Newer Front & Side Decks, Stone Patio & Firepit, 3 year old Storage Shed 10x12, Addt'l Updates Include Newer Gutters, Roof Approx. 16 yrs old, Vinyl

    Kim Gordnier RE/MAX COMPASS

    4 Paula Ave, Pittsfield, MA 01201
  • /39

    $349,000

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft

    33 Linden St, Williamstown, MA 01267

    Location, Location, Location. Desirable neighborhood, a stones throw from WES. Potential, potential, potential, large living room, large dining room, wood floors, side porch and rear deck. 2 bedrooms up with potential for a third bed on the first floor. Bring your vision for this adorable cape style home ready to move you in!!

    Kim Burnham BURNHAM GOLD REAL ESTATE, LLC

    33 Linden St, Williamstown, MA 01267
  • /48

    $349,900

    • 5 Beds
    • 2 Baths
    • 2,656 Sq Ft

    481 Maple St, Hinsdale, MA 01235

    Charming Historic Two-Family Flat with Timeless Appeal! Step into history with this beautifully maintained two-family flat, built in 1825 and bursting with character. Nestled on a generous .59 acre lot, this property features a classic brick exterior that exudes charm and curb appeal. Inside you'll find spacious, meticulously cared-for units - perfect for owner occupants, extended families, or

    Darcy Reid MOCKINGBIRD REAL ESTATE

    481 Maple St, Hinsdale, MA 01235
  • /3

    $349,000

    • Land
    • 73 Acres
    • $4,782 per Acre

    0 Lake Buel Rd, Great Barrington, MA 01230

    Beautiful Building Site - 72.98 acres in Great Barrington. Gently sloping land abuts the Appalachian Trail and East Mountain State Forest. Shared driveway off Aberdeen Road in New Marlborough. Cleared spot with a partially built barn/workshop on site. Rough driveway in place. Tranquil spot for your dream home!

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    0 Lake Buel Rd, Great Barrington, MA 01230
  • /53

    $369,900

    • 8 Beds
    • 2.5 Baths
    • 4,263 Sq Ft

    119 Appleton Ave, Pittsfield, MA 01201

    Spread out in this spacious duplex featuring beautiful natural woodwork and built ins, wood floors, updated kitchen with granite countertops, finished third floor with walk in closet on owners side along with 1/2 bath on 1st floor and large deck. Both sides have 1st floor laundry and front porches.

    Robin Moore 413 REAL ESTATE

    119 Appleton Ave, Pittsfield, MA 01201
  • /53

    $399,000 Open Sat 11AM - 12:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,150 Sq Ft

    7 Central Berkshire Blvd, Pittsfield, MA 01201

    This beautifully renovated 1870, hand crafted shaker home is the perfect marriage of history, charm and modern-day amenities. Neighbor to Hancock Shaker Village, Balderdash Cellars, downtown Pittsfield and Lenox, this gem of a home is perfectly located for you to enjoy all the Berkshires have to offer. The home offers 4 bedrooms, 2.5 baths, a modern kitchen with stainless steel appliances, first

    Tracy Munger KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    7 Central Berkshire Blvd, Pittsfield, MA 01201
  • /36

    $349,000

    • 3 Beds
    • 2 Baths
    • 1,494 Sq Ft

    20 Summer St, Lee, MA 01238

    Antique Greek Revival style home overlooking downtown Lee! Beautiful view with splendid sunrises over October Mountain. Wise investment, located within the up-and-coming downtown redevelopment district in historic Lee, Ma. ''Gateway to the Berkshires'', voted one of the top ten small towns, known for the scenery, the arts and activities. This lovely home offers wood flooring throughout, light &

    Lisa Kelley MACCARO REAL ESTATE

    20 Summer St, Lee, MA 01238
  • /43

    $387,900

    • 3 Beds
    • 3 Baths
    • 1,742 Sq Ft

    7 Rolling Hill Ln Unit 7-9, Lenox, MA 01240

    There are only a handful of the Tanglewood units in this 108 unit condo community! This one's a beauty! In addition to an extra room in the living area (used as formal dining or spacious den/home office), this unit also features a fully finished walk-out lower level with additional bedroom/full bath! Light-filled unit with large rear deck overlooking the October Mountains, this corner unit

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    7 Rolling Hill Ln Unit 7-9, Lenox, MA 01240
  • /39

    $340,000

    • 8 Beds
    • 4 Baths
    • 3,024 Sq Ft

    33 Wellington Ave, Pittsfield, MA 01201

    Welcome to this beautifully updated three-family property offering strong rental potential and modern living comforts. Perfectly suited for investors or those looking to live in one unit while generating income from the others! # 33: Spacious 4-bedroom, 2-bath unit - recently updated with modern finishes, ideal for larger families or premium rental income. #35 1st and 2nd floor apartments: Each

    Kellie Perrault NOCHER REALTY

    33 Wellington Ave, Pittsfield, MA 01201
  • /36

    $340,000

    • 8 Beds
    • 4 Baths
    • 3,024 Sq Ft

    33 Wellington Ave, Pittsfield, MA 01201

    Welcome to this beautifully updated three-family property offering strong rental potential and modern living comforts. Perfectly suited for investors or those looking to live in one unit while generating income from the others! # 33: Spacious 4-bedroom, 2-bath unit - recently updated with modern finishes, ideal for larger families or premium rental income. #35 1st and 2nd floor apartments: Each

    Kellie Perrault NOCHER REALTY

    33 Wellington Ave, Pittsfield, MA 01201
  • /43

    $339,900

    • 4 Beds
    • 3.5 Baths
    • 1,853 Sq Ft

    14 Cooper Pkwy, Pittsfield, MA 01201

    This well appointed Cape Style home is beautifully set on approximately 1.3 acres in the heart of one of Southeast Pittsfield's more desirable neighborhoods. The 1st floor of the home offers a spacious living room complete with hardwood floors and a fireplace, formal dining room, kitchen, half bath and 1st floor bedroom with a full bath attached. The second floor boasts 3 large bedrooms, a full

    Doug Collins LAMACCHIA REALTY, INC

    14 Cooper Pkwy, Pittsfield, MA 01201
  • /41

    $325,000

    • 4 Beds
    • 5 Baths
    • 3,256 Sq Ft

    14 Beech St, Adams, MA 01220

    This expansive home offers 4 generously sized bedrooms, 5 bathrooms, and a versatile in-law suite—perfect for multigenerational living or guests. Situated on a desirable corner lot, the property features large, light-filled rooms throughout and a newer, energy-efficient heating system for year-round comfort. Enjoy the convenience of two detached garages, providing ample parking and storage space.

    Michele Purcell Lamacchia Realty, Inc.

    14 Beech St, Adams, MA 01220
  • /41

    $354,900

    • 4 Beds
    • 2 Baths
    • 2,008 Sq Ft

    41 New Hampshire Ave, Pittsfield, MA 01201

    Virtual tour available!Beautiful 2-family flat with detached two-car garage plus 5 off-street spaces. Each unit offers 2 bedrooms, 1 bath, kitchen, living room, dining room and enclosed back porch. The 1st floor unit was recently renovated! There are separate electric meters, and natural gas heat & hot water for each apartment. The home is on city water and sewer. The basement has exterior

    Maria Liccardi LAMACCHIA REALTY, INC

    41 New Hampshire Ave, Pittsfield, MA 01201
  • /43

    $305,000

    • 2 Beds
    • 1 Bath
    • 992 Sq Ft

    132 Dawn Dr, Becket, MA 01223

    This charming Dutch gambrel cottage is situated in the Shawnee Shores Estates, a small community of homes on the upper end of Shaw Pond, just a 1/4-mile to a quaint resident beach with a picnic area, floating dock, and opportunities for swimming, fishing, and boating. Tucked into the woods, this 2-bedroom home is surrounded by a lovely yard with patio and outdoor fireplace. Step onto the front

    Vashti Poor LANCE VERMEULEN RE, INC

    132 Dawn Dr, Becket, MA 01223
  • /27

    $320,000

    • 2 Beds
    • 1.5 Baths
    • 800 Sq Ft

    34 Church St Unit 2, Lenox, MA 01240

    Discover the perfect opportunity in the heart of downtown Lenox with a Church Street view! This charming condo is an ideal choice for investors, second homeowners, or those seeking a convenient lifestyle. This unit boasts two bedrooms, two full baths, beautiful wood floors, and a cozy gas fireplace. You will immediately have access to various shops, restaurants, and Tanglewood just minutes away!

    34 Church St Unit 2, Lenox, MA 01240
  • /11

    $315,000

    • Land
    • 1.50 Acres
    • $210,000 per Acre

    14 Partridge Way, Stockbridge, MA 01262

    A rare opportunity to own a 1.5-acre parcel on a quiet road in the highly sought-after Beachwood community, available only once in many decades. This property is ideally located in a peaceful, nature-filled setting with deeded rights to the Stockbridge Bowl, and is just minutes from the private Beachwood beach and swimming area and is connected to town sewer. It's also conveniently close to

    Monte Levin COMPASS MASSACHUSETTS , LLC GB

    14 Partridge Way, Stockbridge, MA 01262
  • /27

    $325,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 1.5 Baths
    • 1,581 Sq Ft

    504 Church St, North Adams, MA 01247

    Set high on Church street, this thoughtfully updated Victorian offers charm, modern living, and privacy above the road with quick access to North Adams amenities. The updated kitchen, bathrooms, heating system, electrical panel, sewer line, and well maintained slate roof create a turn key property for homeowners.The large backyard stretching up the hill offers shade, privacy, and opportunity to

    Claire Shomphe BIRCH PROPERTIES

    504 Church St, North Adams, MA 01247
  • /40

    $350,000

    • 3 Beds
    • 1 Bath
    • 952 Sq Ft

    43 South St, Otis, MA 01253

    Charming 4-season lake home in Otis! This 952 sq. ft. contemporary cottage is the perfect getaway,, featuring 3 bedrooms, a sleeping loft, 1 full bath and a fully applianced kitchen. This cozy cottage has stunning cathedral beamed ceilings that add warmth and character. Enjoy wood floors throughout, front and rear decks and seasonal views of Otis Reservoir-all just one street back from the

    Karen Kopeski Today Real Estate, Inc.

    43 South St, Otis, MA 01253
  • /5

    $385,900

    • Land
    • 16 Acres
    • $24,255 per Acre

    2 New Lenox Rd, Lenox, MA 01240

    Opportunity Knocks! Expansive Lenox parcel (three adjacent lots) with frontage on East Street and New Lenox Road. Build your dream home or take advantage of this unbeatable development opportunity in highly sought after location! Water, sewer & gas on property.

    Sean Taylor MORESI REAL ESTATE PARTNERS

    2 New Lenox Rd, Lenox, MA 01240
  • /40

    $400,000

    • 5 Beds
    • 2 Baths
    • 2,485 Sq Ft

    254 Main St, Sheffield, MA 01257

    Welcome the historic Foxdale and the opportunity to own a piece of history that begins before the declaration of independence. This property originally was built in the 1750s. If a house with character is what you're looking for, look no further! In the heart of the village of Sheffield, you will find this property unlike any other. After its complete restoration by its visionary new owner this

    Cortney Dupont COHEN & WHITE ASSOCIATES

    254 Main St, Sheffield, MA 01257
  • /22

    $327,900

    • 4 Beds
    • 4 Baths
    • 1,800 Sq Ft

    14 Allessio St, Pittsfield, MA 01201

    Welcome to 11-14 Allessio in Pittsfield, MA! This two unit property has so much to offer. Each Unit has 2 Bedroom / 1 Full, 1 Half Bath, Separate Driveways and 1 Detached Garage. Both Units offer 3 season front porch just in time ready for Summer! Great INVESTMENT Opportunity for the right Buyer! Both Units are occupied with month to month tenants. Purchase as Investment Income or Owner

    14 Allessio St, Pittsfield, MA 01201
  • /33

    $334,900

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    18 Ticonderoga Ave, Otis, MA 01253

    Three bedroom ranch privately set on two level acres in low tax Otis. Large deck overlooks the yard - plenty of room for kids, gardens and pets.. First floor primary bedroom with private half bath. Fresh paint in all rooms. 22 x 24 detached garage/workshop. One mile to Big Pond lake access. No HOA restrictions or fees.

    Kim Bergland RED HORSE REAL ESTATE, LLC

    18 Ticonderoga Ave, Otis, MA 01253
  • /41

    $399,000

    • 5 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    24 Weston St, Pittsfield, MA 01201

    This charming, century year old, 8-room home, nestled on a quiet one-way street, offers a perfect blend of space and comfort. Featuring five generously sized bedrooms, this home is ideal for families or those needing extra room for guests or a home office. The main living areas are bright and inviting, with ample natural light and a warm, welcoming atmosphere. Downstairs, the partially finished

    Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    24 Weston St, Pittsfield, MA 01201
  • /26

    $309,000

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    541 E Main St, North Adams, MA 01247

    Perched just up the hill from downtown North Adams, this classic Four Square home combines timeless charm with modern convenience. The durable metal hip roof ensures lasting protection, while heat pumps provide efficient heating and cooling for year-round comfort.Inside, the first floor features a welcoming living room, dining room, large full bath, and a spacious eat-in kitchen--perfect for

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    541 E Main St, North Adams, MA 01247
  • /32

    $389,000

    • 3 Beds
    • 1 Bath
    • 1,428 Sq Ft

    6 Margerie St, Lee, MA 01238

    Welcome to this inviting and well-built 3-bedroom Brick Cape nestled in the heart of the picturesque town of Lee, MA. Located on a quiet and desirable street, this home offers a perfect blend of classic charm and modern convenience. Step inside to discover a cozy and spacious living area with fireplace and an inviting dining room, each filled with natural light. The three bedrooms are nicely

    Paula McLean PAULA MCLEAN REALTORS INC.

    6 Margerie St, Lee, MA 01238
  • /21

    $349,000

    • 2 Beds
    • 2 Baths
    • 1,792 Sq Ft

    54 Division St, Great Barrington, MA 01230

    OPEN HOUSE MARCH 29th, 11-12:30pm. Opportunity to Finish Your Dream Home! This 1792 Sq Foot newly renovated home is a blank slate awaiting your final touches! With major recent upgrades, painting, new Septic System & renovations already completed, the heavy lifting is done--just add your personal style to bring it across the finish line. Offering incredible potential, this home needs bathroom

    John Segalla HOUSATONIC REAL ESTATE

    54 Division St, Great Barrington, MA 01230
  • /60

    $375,000

    • 7 Beds
    • 3 Baths
    • 2,928 Sq Ft

    17 Chamberlain Ave Unit 21, Dalton, MA 01226

    Unique opportunity to own a remodeled 3 FAMILY located in downtown Dalton & ready for owner occupancy and/or tenants! This home offers beautifully remodeled units are ready for leasing. Each unit features updated vinyl plank flooring and refinished hardwood floors. All surfaces have been freshly painted, quartz countertops, and new electric ranges have been installed. Whether you are an investor

    Marc Bellora LAMACCHIA REALTY, INC

    17 Chamberlain Ave Unit 21, Dalton, MA 01226
  • /4

    $320,000

    • 7 Beds
    • 3 Baths
    • 2,400 Sq Ft

    12 Arnold St Unit 16, Williamstown, MA 01267

    Introducing a premier investment in the historic Berkshires, a fully occupied multi-family, comprising three units: two (2-bed, 1-bath), and one (3-bed, 1-bath). Nestled in the prestigious town of Williamstown, Massachusetts, this prime location offers seamless access to New York City and Boston. Renowned for its rich cultural and academic scene, Williamstown is home to Williams College, the

    William Senne Senne

    12 Arnold St Unit 16, Williamstown, MA 01267

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